Aerosol direct fluorination syntheses: alkyl halides, neopentyl chloride and bromide, free radicals vs. carbocations

…, WD Evans, L Heller-Grossman

Index: Adcock, James L.; Evans, William D.; Heller-Grossman, Lilly Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 4953 - 4957

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Citation Number: 11

Abstract

Aerosol direct fluorination of neopentyl chloride produces perfluoroneopentyl chloride in 74% yields. Analogous fluorination of neopentyl bromide produces perfluoroisopentane in 63% yield. Data are presented that support a carbocation rearrangement in the fluorination of neopentyl bromide. The carbocations are presumed to arise from disproportionation of neopentylbromine fluorides.